Water → HCID 22397150, compound

HRID 411224Notes

Reaction equation

HRID 411224 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([CH3:18])[CH:5]=[C:6]2[C:11]=1[NH:10][CH:9]=[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]2=[O:17].[C:19]([O-])([O-])=O.[K+].[K+].IC.O>CN(C=O)C>[Cl:1][C:2]1[N:3]=[C:4]([CH3:18])[CH:5]=[C:6]2[C:11]=1[N:10]([CH3:19])[CH:9]=[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7]2=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 22397178HCID 22397178, compound

Product 1

HCID 22397150HCID 22397150, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 8-chloro-6-methyl-4-oxo-1,4-dihydro[1,7]naphthyridine-3-carboxylate (Preparation 43, 1.86 g) is dissolved in DMF (20 mL) and K2CO3 (2.4 g) is added followed by iodomethane (1.28 g) at room temperature. The mixture is stirred for 5 hours and then added to water (120 mL). The solid is washed with additional water, collected and dried under high vacuum to obtain 0.72 g (37%) of the title compound as a pale green powder. Physical characteristics: MS (ESI+) m/z 281 (M+H).

Workup

  1. washThe solid is washed with additional water
  2. customcollected
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-036e06288a734a95abae61b51eee1b3f
Source dataset
uspto-grants-2003_05
Patent number
US06559145B2

Reaction notes

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